A New Wave of Amide Bond Formations for Peptide Synthesis

Karlijn Hollanders; Bert U. W. Maes; Steven Ballet

doi:10.1055/s-0037-1611773

Synthesis, Table of Contents

Synthesis 2019; 51(11): 2261-2277
DOI: 10.1055/s-0037-1611773

short review

A New Wave of Amide Bond Formations for Peptide Synthesis

Karlijn Hollanders

^aResearch Group of Organic Chemistry, Vrije Universiteit Brussel, Pleinlaan 2, B-1050 Brussel, Belgium Email: Steven.ballet@vub.be

^bOrganic Synthesis, Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, B-2020 Antwerp, Belgium Email: bert.maes@uantwerpen.be

,

Bert U. W. Maes*

^bOrganic Synthesis, Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, B-2020 Antwerp, Belgium Email: bert.maes@uantwerpen.be

,

Steven Ballet *

^aResearch Group of Organic Chemistry, Vrije Universiteit Brussel, Pleinlaan 2, B-1050 Brussel, Belgium Email: Steven.ballet@vub.be

› Author Affiliations

Abstract

All articles of this category

This review is dedicated to the scientific career of Prof. Em. Dirk Tourwé.

Abstract

The construction of peptidic amide bonds has become a daily laboratory practice by virtue of well-established ‘coupling reagents’. Nonetheless, inherent limitations connected to these classical coupling methods in terms of waste, safety and expense have yet to be conquered. Research efforts have been devoted to synthetic methods able to surpass these limitations. This short review focuses on the advances made in these ‘non-classical’ methods for amide bond formation with a specific application in peptide chemistry. It consists of two main sections: (i) novel carboxylic activation reagents, and (ii) carboxylic acid and amine surrogates.

1 Introduction

2 Alternative Carboxylic acid Activation Reagents

3 Carboxylic Acid and Amine Surrogates

4 Conclusion and Perspectives

Key words

amides - peptides - amino acids - non-classical peptide couplings - carboxylic acid surrogates - amine surrogates

Full Text

References

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